IP Library Granted Patent US 11,292,907
Granted Patent B2
US 11,292,907 · App. 14/943,999 · Granted Apr 5, 2022

Polyaminomethylbenzyloxalamides and compositions and methods related thereto

Inventor: Shenshen Li (Park Ridge, IL)
Assignee: PLASTIPAK PACKAGING INC
C08L67/02C08G69/26C08K5/0091C08L77/06
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Quick Facts
Patent No.
US 11,292,907
App. No.
14/943,999
Granted
Apr 5, 2022
Kind
B2
Abstract

The disclosure relates to oxygen scavenging polymers, compositions comprising the polymers, articles comprising the polymers and/or compositions, and methods of making the polymers, compositions, and/or articles. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Claims (23)

1. An oxygen scavenging composition comprising:

(a) a polyamide formed by the reaction of oxalic acid and/or oxalic halide with para-xylene diamine, wherein the oxalic acid and/or the oxalic halide, together with the para-xylene diamine comprise at least about 50% of the polyamide by mass, wherein the polyamide comprises at least one residue having a formula:

wherein n is greater than 5;

wherein each R 1 is CH 2 Ar 1 or Ar 1 ; and

wherein each Ar 1 is aryl substituted with 0, 1, or 2 groups independently selected from halogen, —OH, —CN, —N 3 , —NH 2 , C1-C4 alkyl, C1-C4 alkoxy, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, C1-C4 alkylamino, and C1-C4 dialkylamino;

(b) polyethylene terephthalate; and

(c) a transition metal in a positive oxidation state,

wherein the composition does not contain a nucleating agent.

2. The composition of claim 1 , wherein the polyamide has a molecular weight of at least about 10,000.

3. The composition of claim 1 , wherein the polyamide is present in an amount of from about 0.5 wt % to about 10 wt % based on the weight of the composition.

4. The composition of claim 1 , wherein the transition metal is cobalt.

5. The composition of claim 1 , wherein the at least one residue is present in an amount of about 1 wt % to about 10 wt %, based on the weight of the composition.

6. The composition of claim 1 , wherein cobalt is present in an amount of from about 10 ppm to about 400 ppm.

7. A method of making the composition of claim 1 , the method comprising the step of mixing the polyamide, polyethylene terephthalate, and cobalt.

8. An article of manufacture comprising the composition of claim 1 .

9. The composition of claim 1 , wherein the composition consists of:

(a) the polyamide;

(b) polyethylene terephthalate; and

(c) the transition metal.

10. The composition of claim 1 , wherein each said Ar 1 is phenyl substituted with 0, 1, or 2 groups independently selected from halogen, —OH, —CN, —N 3 , —NH 2 , C1-C4 alkyl, C1-C4 alkoxy, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, C1-C4 alkylamino, and C1-C4 dialkylamino.

11. The composition of claim 1 , wherein each said Ar 1 is phenyl substituted with 0, 1 group independently selected from halogen, —OH, —CN, —N 3 , —NH 2 , C1-C4 alkyl, C1-C4 alkoxy, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, C1-C4 alkylamino, and C1-C4 dialkylamino.

12. The composition of claim 1 , wherein each said Ar 1 is phenyl monosubstituted with a group independently selected from halogen, —OH, —CN, —N 3 , —NH 2 , C1-C4 alkyl, C1-C4 alkoxy, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, C1-C4 alkylamino, and C1-C4 dialkylamino.

13. The composition of claim 1 , wherein each said Ar 1 is unsubstituted phenyl.

Assignments (3)
SECURITY INTEREST Recorded Dec 22, 2025
From: PLASTIPAK PACKAGING, INC.
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074028/0732 →
SECURITY INTEREST Recorded Oct 12, 2017
From: PLASTIPAK PACKAGING, INC.
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 044204/0547 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 18, 2016
From: LI, SHENSHEN
To: PLASTIPAK PACKAGING INC.
Reel/Frame 038633/0655 →
Continuity (2)
Provisional Application 62081547 · Nov 18, 2014
Related Publication 20160137385A1 · May 19, 2016